Seduced By Mom's Best Friend at 18

[Peek4U]

My mother had a good friend named Karen, who came over to our house often, always with a bottle of wine to drink, as my mom didn't partake. At the time of this story, I was 18 years old and fortunate to be a 6'3" 235-pound athlete who some described as being "easy on the eyes".

Karen, who I found quite sexy, was in her early 40's and would often be a bit flirty with me, especially when her wine bottle was close to being empty. Her comments about "not having guys like me in school when she was my age" or "I wish I was 20 years younger", often made her a part of my nightly beat-off sessions. In reality, her laughter when saying these things was most likely because they were just intended as flattering banter. But as an 18-year-old young man, it was easy for me to fantasize that she meant what she was saying, always looking for something to justify another reason to masturbate.

But there was more...

Karen normally wore skirts and loose-fitting tops to be casual and comfortable when just hanging out with mom. Most every time she was there, when my mom wasn't in a position to notice, while crossing her legs, repositioning in her seat or reaching for something, I was able to get a nice peek under her skirt or down her blouse. Many times, she held her position for a bit, never making eye contact with me, but providing the opportunity for an extended view.

After many such peeks, I became aware of her tendency to wear very sexy, sheer, see-through, matching panties and bras. The unobstructed views of her most intimate areas, cloaked so thinly, required me to leave the room to hide my immediate, easily noticeable, huge erections created by her stimulating exposure.

In the beginning, I believed these intimate peeks were just accidental and considered myself very fortunate, regularly reliving the stimulating images of her in my head each night for jack-off fuel. But, as they became more consistent, it didn't take long for the realization to hit that they were more likely intentionally being done for my benefit, and I appreciated it!

One hot day Karen and my mom went for a swim in our pool, eventually coming inside to change out of their damp swimsuits. Karen went into the downstairs bathroom while mom went upstairs to her bedroom to change. Karen emerged from the bathroom in her typical skirt and shirt fairly quickly. I was standing in the kitchen when she entered and began asking me about how my baseball season was coming along. Turning in her direction while responding to her question, I saw her beginning to sit down at the table.

I stopped dead in my tracks in mid-response.

While sitting down, Karen leaned way to her right side, reaching for her purse. As a result of doing this, her legs fell wide open, her skirt sliding high up her thighs, and her loose top drooped far from her body.

She had nothing on underneath!

Apparently, when removing her swimsuit, she had slipped into her skirt and top without bothering to put on her underwear.

Her firm tits, topped by beautifully erect nipples, were now completely bared before my astonished eyes. Even better, her smoothly shaved, hairless pussy was now spread wide open, just feet away and fully exposed to my disbelieving gaze. As she held her pose, feeling around in her purse searching for something, I found it impossible to continue speaking and at the same time, completely unable to divert my eyes from the hottest thing my young eyes had ever seen.

Realizing I had quit talking, or more likely, to judge the reaction she had induced, she turned her gaze toward me. Recognizing the silence in the room, I forced my staring eyes from her pussy, looked her way and our eyes became locked instantly.

She smiled in a way I had never seen before.

"I'm sorry, I hope I didn't embarrass or offend you by being so clumsy in this skirt" she stated, as if concerned.

I tried to expel a response from my tongue-tied mouth, muttering something to the effect of "No problem, I'm not embarrassed or offended, I'm sorry if I was staring".

As she continued to smile, I observed her eyes darting downward and freezing in place. Following her gaze, I looked down, recognizing immediately that my cock stood at full attention in the short, tight, gray gym shorts, commonly worn by many in those days. In my engorged state, nothing was left to the imagination. Caught up in the excitement of staring at her nudity I hadn't perceived the instant effect it was having on my cock.

Blushing, I lowered my hands, attempting to cover the obvious bulging outline of my massive erection.

"Don't do that", she said firmly. "I caused that to happen to you and there is no reason for you to be embarrassed. It looks like you have plenty to be proud of."

Dropping my hands to my side, I didn't know what else to do but follow her request.

"Step closer please, since you saw so much of me, can I see what you are hiding beneath those shorts? I've often wondered what you were packing in those tight gym shorts, Karen purred seductively."

Unable to speak or even comprehend what I was doing, I stepped closer, now directly in front of her.

Without the slightest hesitation, Karen lifted her hand to grasp my throbbing cock through my shorts while her other hand reached for the elastic of my waistband.

Pulling the front of my shorts out and downward allowed my cock to spring out quickly into sight, standing straight up and tall, right before her transfixed eyes.

Wrapping both hands around my cock, she began massaging it, wrapping her hands in opposite directions on my shaft and then reversing direction. Never have I felt something so amazing.

Grasping my rigid dick in her right hand, she started sliding her hand up and down my length, from the base to just below my helmet, as her other hand gently fondled my oozing cockhead. The overwhelming feeling of my oncoming eruption must have been noticeable to her experienced hands.

Looking up at me Karen said "Your mother will be down here any minute so you might want to head to your room, you can't hide this giant thing, and we can't risk being seen. I'm really glad you let me see and touch it. Maybe someday soon, we can continue this." I just nodded dumbly, still in shock.

Abruptly leaning forward, Karen gave my cock an open-mouthed kiss, lips enclosing around my swollen head, and then, just as quickly, pulled my shorts back into place.

Retreating to my room, my shorts quickly hit the floor as my hands flew up and down my cock. I quickly exploded, the biggest batch of baby batter I'd ever blasted in my life spewing forth!

Reclining on my bed I tried to absorb what had just happened. All my thoughts revolved around the hope that there would be another opportunity to finish what we started real soon. Karen had become my ultimate infatuation that day.

To be continued

[PalmsMan]

So, I'm green with envy. During my teenage years this was my fantasy. But it never happened.

[Daddygd]

In my late teens, We also had a swimming pool in our back yard. My Mom's friend had came over to use the pool one hot day while my Mom was gone for the day. I was suppose to be at baseball practice but because it was so hot, was sent home.

I had walked in the house and changed into my loose swim trunks to take a dip not knowing Mom's friend Janis was there. She was in her early forties and hot as hell looking. Coming out of my bedroom, Janis had came in and took her suite off at the door so not to drip water through our house. As I came around the corner into the kitchen, Janis was walking to the bathroom and we literally ran into each other. Both of us stepped back quickly away from each other. I couldn't look her in the face as all I could see was her naked body. I knew she knew I instantly got a hard on and was tenting the front of my trunks out. I'll never forget either she was fully shaved.

She just got on her knees right there half in the kitchen and half in the hallway, reached up and quickly yanked my trunks down. She just leaned in as she grabbed my cock and went down on me.I blew my load right into her mouth as she sort of swallowed some and let the rest dribble out of the corner of her mouth. Afterwards she climbed up on the kitchen table, spread her legs and pulled me between them. She pulled me tight and guided my still hard meat into her bare pussy. It was sort of a blurr at that point but I remember unloading again in her.

She called me over to her house one day after that and met me at the door naked again. Of course I took her up on her offer of pleasure. I moved onto young women my age after that. Still I wonder how many times I could have banged her before she found some other young piece.

[Peek4U]

Originally Posted by PalmsMan

So, I'm green with envy. During my teenage years this was my fantasy. But it never happened.

I am glad you enjoyed my story, at least vicariously, through my words. Thank you for reading it!

[DJS1985]

Not with a friends mom, but I did with a friends older friend when in my teens. Her name was Connie, she was 36 at the time. Me and the friend and his girlfriend and Connie was all riding around in his car together, with me and Connie being the backseat. As we was riding around Connie started to slowly come onto to me by licking my ear and kissing me, and after a bit my hand was between her legs. Later on that same night we was at her place, and I ended up fucking her for the first time. She was married, but her husband Jessie was doing some time in the county jail. A week after the first time I fucked her again at my friends place, then a third time at his place again. A bit later after the the third time she showed up at my place, she had found out where I lived. Unfortunately my dad was home at the time, and she told him that she was looking for me, and of course he wanted to know why she was looking for his son and ask who she was. She told him that I was her boyfriend and that she may be pregnant. When I got home my dad was blowing a gasket, and ask me who was the lady that claimed I knocked her up, and was chewing me out good. He told that he told her he would get to the bottom of things, and that he told her leave and that she might be having some legal problems by the time he was done. Her being knocked up was all fabricated by her, there was no truth to it at all. My dad eventually dropped it, but told me not go around her again, and also told her keep her married ass away from me if she wanted to stay free. The friend who I was riding around with worked for my dad, and he also got a ass chewing and almost was fired. Later after I was in the army Connie got brought up again while me and my dad was talking and having a beer together, but only that time we was both laughing about it all. At the time of the above my mother wasn’t alive, we lost her to cancer when I was 12, but have wondered how mom would of reacted to the situation back then if she had been living.


I liked your story, it brought back memories of my younger days.

[Peek4U]

Thanks for sharing. I am glad you enjoyed my story!

[jellyman]

Please finish your incredible story.

[VXCguy]

Yeah great story can't wait to hear more